4-Bromo-3-methyl-benzaldehyde

Uses

4-Bromo-3-methylbenzaldehyde can be involved in determining conformational landscape of σ and π coupling Using para-phenylene and "Aviram-Ratner" bridges. Tetrahydroquinoline derivatives as opioid receptor antagonists.

Synthesis

Step 3: Preparation of 4-bromo-3-methylbenzaldehyde (4-Bromo-3-methylphenyl)methanol (420 mg, 2.09 mmol) was dissolved in dichloromethane (6 mL) at room temperature. Subsequently, manganese dioxide (1.82 g, 20.9 mmol) was added to this solution. The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the insoluble solid was removed by filtration and the filtrate was concentrated under reduced pressure to afford 4-bromo-3-methylbenzaldehyde (372 mg, 89% yield) as an oil.

References

[1] Journal of Medicinal Chemistry, 2006, vol. 49, # 13, p. 3774 - 3789
[2] Tetrahedron Letters, 2007, vol. 48, # 52, p. 9144 - 9147
[3] Patent: US2013/131016, 2013, A1. Location in patent: Paragraph 0191
[4] Organic and Biomolecular Chemistry, 2011, vol. 9, # 11, p. 4276 - 4286
[5] Journal of Medicinal Chemistry, 2010, vol. 53, # 10, p. 3973 - 4001